Freedom Travel Systems

Freedom Travel Systems

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Freedom Travel Systems provides 6 & 7 figure entreprenuers the game plan they need to fully leverage

Photos from Freedom Travel Systems's post 06/06/2026

Maximizing points vs using points…

Using points and maximizing them are not the same…

Using points means flights like this could 500k-2M points per flight.

Maximizing them means they cost 50k-100k points.

Think of it like the tax game.. there’s a strategy to it all.

Some high earners make a lot and then tip the government nearly 50% of what they brought in, while others are making strategic investments and charitable contributions that bring their effective tax rate to nearly 0.

Both people had a tax problem, but person A was just smarter about it, and because of that their wealth is going to compound at a much faster rate.

The same works with points.

Using points means you get around 1 cent for each point.

If you’re redeeming points directly on the bank site - this is what they give you.

And you’re left wondering why it costs so damn much just to get 1 flight.

Maximizing them means you’re getting at minimum double that.

In our concierge services where we do this for our clients, we average 470% better value than what the banks want you to get directly.

That means you can get nearly 5 trips for the normal price of one.

This matters a lot when talking about international business class travel because we’re talking about $5k-$10k for most trips.

The magic isn’t in some secret website or tool.

It’s a strategy that puts you in a better position to take advantage.

80% of maximizing points (not just using them) is in the timing, routing, and searching strategy.

It’s not in some secret Ai prompt.

If you’re a business owner sitting on 500k+ points and you want to take a big trip in the next 6-12 months without spending 20+ hours planning it, DM me to see if we can help.

06/05/2026

Where would you re-invest if you didn’t pay for flights?

So many entrepreneurs just think, “I’ll just pay for it, I have the money” when it comes to their big trips.

But here’s the thing…

We want our money to go to work for us, right?

That’s where points come in.

It’s the way that you grow your financial wealth without missing out on the trips you want to take.

The smartest entrepreneurs I work with think in opportunity cost, not just in dollars.

They think, “where else could these dollars go to work for me?”.

So let’s say you were going to take a European family vacation that costs $40,000.

Business class flights and luxury hotels for 10 days..the works.

$40,000 could go back into…
- running ads to generate more leads
- a full time assistant that frees up your time
- a down payment for another property in your portfolio
- compounding assets like your stock portfolio
- hiring a world-class coach to help you scale
- joining a world-class mastermind

So the point isn’t to say “I’ll just skip the trip”, it’s to look at life without trade-offs.

To think of a “both and” life, not an “either or” life.

To your travels, and to your wealth!

06/04/2026

A beautiful chapter closed ✅

Today marks the end of our chapter in Colorado and the beginning of our next chapter back in Austin.

Beyond that it marks the end of a 16 month chapter where we essentially were in travel mode.

We couldn’t be more thrilled to be back in the place that feels like home.

That’s said, we had such an adventure and grew so much individually and as a unit.

Traveling the world will stress test you individually. It will stress test your relationship. And it will stress test your business.

But if you value growth, these are all beautiful things, even when they’re hard.

The main thing though, is I’m incredibly proud of us as a unit.

We decided to take risks, check off life boxes, and leave no stone un-turned.

To many more adventures with my girl

05/31/2026

feel guilty for taking vacations as a CEO?

This is a powerful perspective shift that will prove that you taking more vacations will actually be the key to unlocking better and easier growth compared to the way you're probably currently doing it. I see this a lot in the two main fear patterns that come up:

1. Founders feel irresponsible for taking the trip, like they haven't earned it yet.

2. They feel guilty for enjoying their life while their team is working, or

3. they feel this underlying sense of fear that if they step away, everything will fall apart.

The truth is, overcoming those fears by actually going to take a trip and fully enjoy it will liberate you to be a better version of yourself as an entrepreneur, one who can create a stronger vision, build a better team, and trust that you're able to have success and enjoyment at the same time.

99% Of you will think this is crazy and will not resonate with this at all. It's a niche problem, for sure, but one that I see business owners, especially seven- and eight-year business owners, struggle with over and over again.

Life is short. Book the trip.

Photos from Freedom Travel Systems's post 05/30/2026

Parents Colorado visit ✅

We almost didn’t book this one because logistics got in the way.

Dates weren’t lining up easily, flight prices were changing, and we were doing back to back hosting before packing up our spot and driving 14 hours back to Austin.

But I’ve learned better by now than to let “logistics” get in the way of creating memories.

Here’s why…

My parents are in their late 60s.

Even if im super lucky and they’re here for another 20+ years, how many more of those years are they going to be able to travel?

How many of them will they be able to go for hikes?

How many of them will they be sharp enough to kick my ass in scrabble?

So instead of postponing, we found a way to make it work. They came out and we had an epic 3 days.

We went for stunning hikes.
We saw wildlife.
We grilled steaks and drank wine & whiskey while listening to Frank Sinatra.
We shared laughs.

And even better was I blew their minds by showing them cutting edge Ai and was able to pull off an epic surprise gift for this summer… taking my family to the MLB Homerun Derby in July.

05/28/2026

Stop assuming you have “next year”…

Yesterday, my parents landed to visit us in Colorado before we move back to Austin.

My dad told me news that someone I had worked with in my prior company just passed away suddenly at age 57.

It's horrible to say, but his wife and kids walked down and found him in his recliner chair in his living room.

Completely unexpected.

I'm sure he had all sorts of hopes, dreams, plans for what he was going to do over the next few years, for what memories he was going to create.

But In a moment, all of those things disappeared.

I don't share this to be morbid or for shock value.

I share it to be a wake-up call to the fragility and reality of our time here.

To shake you out of any slumber that is playing in the background of your life that says, “I can do that later”.

Too many of us are assuming that we have next year, but things can change quickly, and you don't want to be looking back wishing you had prioritized your life differently.

At the end of the day, the biggest regrets that most people have are in not prioritizing the relationship that matters most. Make sure you make the time this year to create experiences with the people you love.

PS - This was a fun shot from my parents visiting us in Scotland as Bryn and I traveled the world all of last year.

05/27/2026

Vacation you is different…

There's something different that hits when you're on day three or four of a trip, and your brain has finally shut off, and you're finally back to just being that relaxed, chill, at-ease version of yourself.

You're enjoying life, taking the moment in, and the energy that you emit in those moments has a bigger impact on your kids than you may even realize.

It's so rare that kids get to see their parents in full joy and play, but it's such a gift for them to get to experience you like that.

So, especially if you're a busy entrepreneur, make sure to prioritize time where your kids get to see more vacation you.

05/20/2026

Most biz owners get this wrong about their points…

When it comes to getting the best value out of your points, it's not just a monetary game.

It's also a game of understanding what experiences will ultimately create peak memories so that your life feels qualitatively richer, not just quantitatively richer.

When you're 90 years old, you won't be talking about how awesome it was that you saved a hundred bucks on a domestic flight, but you most certainly will talk about how incredible it was to surprise your parents with a trip to Europe that didn't cost you any cash.

So if you're going to book a trip and are deciding if you're going to use points, don't just think about the cash savings. Think about the highest return on joy from using them.

05/20/2026

Hyatt is changing their award chart…

Tonight is the last night to lock in some premium hotels at the best rates that you'll see.

These changes have been a long time coming and will be most significant for the higher-end hotel properties like the Category 7 and 8 hotels.

Even with these changes, though, Hyatt remains the best value hotel points program by quite a bit.

If you want to lock in some epic stays before they change, you've got a couple of hours left!

Some of favorites in the last few years have been…

- Park Hyatt Paris
- Alila Ventana Big Sur
- Alila Marea Beach
- Carmel Valley Ranch
- Park Hyatt Zurich
-7 Pines Sardinia
- Park Hyatt Niseko
- Andaz Scottsdale
- Miraval Austin

I’ve stayed at 50+ Hyatt properties in the last few years, but these were some of my favorites by far!

05/17/2026

Country concert season is upon us 🇺🇸

I absolutely love traveling the world and experiencing rich cultures abroad.

Biting into that first Bratwurst in Germany? Legendary.

First morning espresso in Italy? Life changing.

First fat bowl on ramen in a random tiny shop in Tokyo? You’ll never forget it.

But any time I come back to the US I always feel an immense sense of gratitude for a beautiful country, the freedom we have, the entrepreneurial spirit, and of course country music.

Is it perfect? Not even close.

But is it still one of the best places in the world to live? Without a doubt.

So sometimes you just need to buy a ridiculous hat, eat an overpriced and super mediocre hot dog and sing your heart out til you can’t talk anymore.

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